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By: Mica Blizzard Jeremy Nason
Carboxylic Acids By: Mica Blizzard Jeremy Nason
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Structure General Formula: O R-C-OH
The carboxyl group is made up of a carbonyl (C=O) group and a hydroxyl (O-H) group
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Nomenclature The substituent “–COOH” is called “carboxy”
When naming carboxylic acids, you drop the “e” ending and add “oic acid” Ex: Hexanoic acid
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Ex: cyclopentanecarboxylic acid
In ring compounds when there is one or more “-COOH”, you just name it the way you would name a cycloalkane but you also add “carboxylic acid” Also note that the “–COOH” group is numbered one and the other substituents are numbered accordingly. Ex: cyclopentanecarboxylic acid
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When a metal replaces the hydrogen, you name the metal and then change the name of the acid to an “oate” ending Ex: sodium benzoate
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Common Names Formic (Methanoic) acid: Acetic (Ethanoic) acid: Malonic (Propanedioic) acid:
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Propionic (Propoic) acid: Butyric (Butoic) acid: Benzoic (Butanedioic) acid:
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Properties Higher melting and boiling points than analogous alcohols
Higher solubility in aqueous solution They are dimers in gas and dimers or aggregates in liquid.
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Reactions Neutralization
When the bond between oxygen and hydrogen breaks, the electron pair stays with the oxygen atom, giving it a negative charge. When you add water to a carboxylic acid, it neutralizes it.
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A carboxylic acid and an alcohol form an ester and water.
Ester Formation A carboxylic acid and an alcohol form an ester and water.
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When a carboxylic acid is in an organic solvent, it forms dimers.
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